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Synthesis method of eugenol methyl ether

A technology for synthesizing eugenol methyl ether, which is applied in the fields of ether preparation, ester reaction to ether, organic chemistry, etc., can solve problems such as environmental pollution, and achieve the effects of non-toxic raw materials, less corrosive equipment, and simple post-treatment

Active Publication Date: 2012-02-15
黄山市巨龙生物能源科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Using dimethyl carbonate as a methylation reagent to synthesize eugenol methyl ether can solve the problem of environmental pollution in traditional synthesis, and is in line with the development direction of an environmentally friendly economy with low pollution and low emissions.

Method used

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  • Synthesis method of eugenol methyl ether
  • Synthesis method of eugenol methyl ether

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Add 50 g (0.3 mol) of eugenol, 40.5 g (0.45 mol) of DMC and 12 g of KF catalyst with a content of 98.5% respectively in the tank-type gas-liquid reaction experimental device equipped with thermocouple, pressure gauge and electromagnetic stirring, and fill with nitrogen , pressurized to 0.25MPa. Heating while stirring, at 200°C, add 27g (0.3mol) DMC to the reaction kettle with a plunger pump at a rate of 0.45g / min, react for 3 hours, stop heating, and end the reaction. Pass cooling water down to room temperature, open the back pressure valve to vent until the equipment is at normal pressure, and release the material from the bottom of the reactor. The solid alkali catalyst was separated by filtration, the product was adjusted to neutral with dilute hydrochloric acid, 40mL of toluene was added, and the lower layer liquid was separated after standing; the organic phase was washed 3 times with 30mL distilled water, and the aqueous phase was combined, extracted with 20mL×2 t...

Embodiment 2

[0028] Add 50 g (0.3 mol) of eugenol, 40.5 g (0.45 mol) of DMC, and 40.5 g (0.45 mol) of DMC, respectively, in a tank-type gas-liquid reaction experimental device equipped with a thermocouple, a pressure gauge, and an electromagnetic stirrer with a content of 98.5%. 3 Catalyst 12g, filled with nitrogen, pressurized to 0.25MPa; heated to raise the temperature under stirring, at 200°C, add 27g (0.3mol) DMC to the reaction kettle with a plunger pump at a speed of 0.45g / min, and react for 3 hours After a period of time, stop heating and end the reaction; feed cooling water down to room temperature, open the back pressure valve to vent until the equipment is at normal pressure, and discharge the material from the bottom of the reactor; filter and separate the solid alkali catalyst, and adjust the product to neutral with dilute hydrochloric acid 40mL toluene was added, and the lower layer liquid was separated after standing; the organic phase was washed 3 times with 30mL distilled wa...

Embodiment 3

[0030]Add 50 g (0.3 mol) of eugenol, 40.5 g (0.45 mol) of DMC and 12 g of KOH catalyst with a content of 98.5% respectively in a kettle-type gas-liquid reaction experimental device equipped with thermocouple, pressure gauge and electromagnetic stirring, and fill with nitrogen , pressurize to 0.25MPa; heat and heat up under stirring, at 200°C, add 27g (0.3mol) DMC to the reaction kettle with a plunger pump at a speed of 0.45g / min, react for 3 hours, stop heating, End the reaction; feed cooling water down to room temperature, open the back pressure valve to vent until the equipment is at normal pressure, and discharge the material from the bottom of the reactor; filter and separate the solid alkali catalyst, and the product is adjusted to neutral with dilute hydrochloric acid, and 40 mL of toluene is added. After standing still, the lower layer was separated; the organic phase was washed 3 times with 30 mL of distilled water, the aqueous phase was combined, extracted with 20 mL×2...

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Abstract

The invention discloses a synthesis method of eugenol methyl ether. In the method, eugenol and dimethyl carbonate (DMC) are taken as raw materials, and eugenol methyl ether is prepared through liquid-solid phase reaction under pressurization while base catalysis is performed. The green organic chemical raw material, namely DMC, is utilized for replacing traditional dimethyl sulfate, bromomethane, phosgene and other toxic and harmful methylating agents, and solid base is selected as a catalytic system. The synthesis method is a clean synthesis route of the eugenol methyl ether, is environmentally friendly, economic in preparation, convenient in post-treatment and low in corrosion to equipment. The method has great industrial application prospects.

Description

technical field [0001] The invention belongs to the technical field of organic chemical industry. It specifically relates to a method for synthesizing eugenol methyl ether from dimethyl carbonate and eugenol. Background technique [0002] Eugenol methyl ether is also known as methyl eugenol, the English name (Eugenol methyl ether), the chemical name is 1,2-dimethoxy-4-(2-propenyl)benzene, and the molecular formula is C 11 h 14 o 2 , the structural formula is: [0003] [0004] Molecular weight: 178.23, boiling point: 244-245°C, relative density: 1.032-1.036, refractive index: 1.532-1.536, flash point: 99°C. Colorless to light yellow liquid, almost insoluble in water, soluble in 70% ethanol at 1:2. Naturally present in alpine plants such as blackberry, pepper, angelica, chervil, lemon balm, etc. [0005] Eugenol methyl ether has a sweet clove-fennel spicy aroma, like carnation smell, the aroma is more transparent and long-lasting, and has a tea-like mild spicy aroma,...

Claims

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Application Information

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IPC IPC(8): C07C43/215C07C41/16
Inventor 朱凯
Owner 黄山市巨龙生物能源科技有限公司
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